EP0219796A2 - Masse d'étanchéité à base de copolymérisats dispersés ayant une adhérence et un plus haut coefficient d'élasticité - Google Patents

Masse d'étanchéité à base de copolymérisats dispersés ayant une adhérence et un plus haut coefficient d'élasticité Download PDF

Info

Publication number: EP0219796A2
Authority: EP; European Patent Office
Prior art keywords: bis; und; weight; carbon atoms; oder
Prior art date: 1985-10-18
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Withdrawn

Application number

EP86114178A

Other languages

German (de)

English (en)

Other versions

EP0219796A3 (fr

Inventor

Rainer Dr. Hummerich

Hans Dr. Kast

Joachim Krobb

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

BASF SE

Original Assignee

BASF SE

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1985-10-18

Filing date

1986-10-14

Publication date

1987-04-29

1986-10-14 Application filed by BASF SE filed Critical BASF SE

1987-04-29 Publication of EP0219796A2 publication Critical patent/EP0219796A2/fr

1989-11-08 Publication of EP0219796A3 publication Critical patent/EP0219796A3/fr

Status Withdrawn legal-status Critical Current

Links

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239000002562 thickening agent Substances 0.000 description 1
239000004408 titanium dioxide Substances 0.000 description 1
LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
FUSUHKVFWTUUBE-UHFFFAOYSA-N vinyl methyl ketone Natural products CC(=O)C=C FUSUHKVFWTUUBE-UHFFFAOYSA-N 0.000 description 1
150000003751 zinc Chemical class 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K3/00—Materials not provided for elsewhere
- C09K3/10—Materials in mouldable or extrudable form for sealing or packing joints or covers
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09J133/08—Homopolymers or copolymers of acrylic acid esters
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
- C08L2666/28—Non-macromolecular organic substances
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2200/00—Chemical nature of materials in mouldable or extrudable form for sealing or packing joints or covers
- C09K2200/02—Inorganic compounds
- C09K2200/0239—Oxides, hydroxides, carbonates
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2200/00—Chemical nature of materials in mouldable or extrudable form for sealing or packing joints or covers
- C09K2200/06—Macromolecular organic compounds, e.g. prepolymers
- C09K2200/0615—Macromolecular organic compounds, e.g. prepolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C09K2200/0625—Polyacrylic esters or derivatives thereof
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2200/00—Chemical nature of materials in mouldable or extrudable form for sealing or packing joints or covers
- C09K2200/06—Macromolecular organic compounds, e.g. prepolymers
- C09K2200/0642—Copolymers containing at least three different monomers

Definitions

Sprayable sealants based on polymer dispersions and their formulations are used, among other things. described in the Technical Information "Sprayable Sealants” from BASF.
sealants that are based on acrylate copolymer dispersions show a pronounced plastic behavior, which manifests itself in a relatively low resilience. Furthermore, these sealants have insufficient adhesion to non-porous substrates. Therefore, either the use of primers or the addition of organofunctional silanes (e.g. glydidyloxypropyltrimethoxysialn) is recommended in the formulation of sealants.
organofunctional silanes e.g. glydidyloxypropyltrimethoxysialn
the improvement in adhesion of silanes is essentially limited to silicate substrates. Another disadvantage of such systems is the drop in effectiveness as a function of the storage period and the poor stability in storage of such formulations.
Crosslinked polymers of this type are distinguished by the fact that they are insoluble in organic solvents. They are therefore preferred as binders for paints and coatings (EP-PS 5 167) and as binders for nonwovens. Finally, pressure-sensitive adhesives based on dispersions of copolymers of carbonyl-containing monomers which contain water-soluble dihydrazine compounds are the subject of DE-OS 33 19 240.
the 55 to 70% by weight copolymer dispersions suitable for the binder according to the invention can be prepared in the customary manner by polymerizing the monomers in aqueous emulsion using the customary dispersing auxiliaries and the customary free-radical-forming polymerization initiators, using the monomer or emulsion feed process at the customary temperatures may have been.
acrylic acid esters are methyl, ethyl, isopropyl, n-butyl, isobutyl, n-hexyl, 2-ethylhexyl and also decyl and dode Cylacrylat into consideration, of which the 4 to 8 carbon atoms in the alcohol residue containing acrylic esters are preferred.
methacrylic acid esters above all methyl, isobutyl, n-butyl, tert-butyl and 2-ethylhexyl methacrylate as well as dodecyl and stearyl methacrylate may be mentioned.
Suitable vinyl esters are above all vinyl acetate and vinyl propionate and also vinyl butyrate, vinyl decanoate and vinyl laurate.
Particularly suitable monoolefinically unsaturated carboxylic acids are acrylic and methacrylic acid and also crotonic acid, maleic acid, fumaric acid and itaconic acid, which are preferably used in a proportion of 1 to 2.5 percent by weight, based on the total monomers.
the amides and their derivatives which are also suitable as comonomers, are derived from these, namely in particular acrylic and methacrylamide, N-methylol-acrylic and -meth-acrylamide, N-methyl-, N-ethyl-, Nn-butyl-acrylic- and methacrylamide, and also crotonic acid amide, N-methylol-crotonic acid amide, maleic acid mono- and diamide, fumaric acid diamide and itaconic acid diamide.
Such (meth) acryloxyalkylpropanals can be prepared by the process of GB-PS 1 601 077 by esterification of ⁇ -hydroxyalkylpropanals of the general formula (II) in which R2, R3 and R4 have the meaning given for the general formula (I), in the presence of indifferent diluents and small amounts of sulfonic acids and mineral acids at temperatures from 40 to 129, in particular from 60 to 90 ° C.
keto groups Carrying monomers are also diacetone acrylate, acetony acrylate, diacetone (meth) actylate, 2-hydroxypropyl acrylate acetylacetate and butanediol-1,4-acrylate acetylacetate.
the amount of the copolymerized comonomers containing carbonyl or keto groups is preferably 1 to 5% by weight, based on the copolymers A.
Esters such as ethyl acrylate or vinyl acetate, or amides, such as acrylamide and carboxylic acids, such as acrylic acid, are not monomers having carbonyl groups in the sense of the present invention, but rather contain keto and / or aldog groups.
the glass transition temperature of the copolymers should be below 10 ° C, preferably between -40 and -5 ° C. According to the usual methods, e.g. be determined from the measurement of the modulus of elasticity or with the differential thermal analysis.
copolymer dispersions usually contain 0.2 to 3% by weight, based on the copolymer, of anionic and / or nonionic emulsifiers, such as sodium dialkylsulfosuccinates, sodium salts of sulfated oils and / or of alkylsulfonic acids, sodium, potassium, as dispersants.
anionic and / or nonionic emulsifiers such as sodium dialkylsulfosuccinates, sodium salts of sulfated oils and / or of alkylsulfonic acids, sodium, potassium, as dispersants.
alkyl sulfates alkali salts of aromatic sulfonic acids, alkali salts of oxalkylated C12 to C24 fatty alcohols and of alkoxylated C8 to C12 alkylphenols, as well as polyadducts of alkylene oxides, such as especially ethylene oxide and / or propylene oxide with fatty acids, fatty alcohols, fatty amides and / or alkylphenols, furthermore of fatty acids such as sodium stearate and oleate.
alkylene oxides such as especially ethylene oxide and / or propylene oxide with fatty acids, fatty alcohols, fatty amides and / or alkylphenols, furthermore of fatty acids such as sodium stearate and oleate.
the new binders for sealing compounds contain 0.1 to 1.5, preferably 0.2 to 0.8 mol of a water-soluble dihydrazine compound in mol of the carbonyl monomers copolymerized in the copolymers.
Suitable dihydrazine compounds are, above all, dihydrazides of aliphatic dicarboxylic acids containing 2 to 10, in particular 4 to 6, carbon atoms, such as oxalic acid dihydrazide, malonic acid hydrazide, succinic acid dihydrazide, glutaric acid dihydrazide, adipic acid dihydrazide, sebacic acid dihydrazidicidazide or malic acid dihydrazidicidazide or malic acid.
water-soluble aliphatic dihydrazines containing 2 to 4 carbon atoms such as ethylene-1,2-dihydrazine, propylene-1,3-dihydrazine and butylene-1,4-dihydrazine.
the new binders contain as component C 0.1 to 1.5, preferably 0.2 to 1 val, based on the carboxyl groups of Copolymer, a water-soluble zinc tetramine complex.
the sealants generally contain 30 to 70, preferably 45 to 60% by weight of fillers, such as chalk, talc, heavy spar, microdolomite, kaolin, quartz powder and / or colloidal silica, 0.2 up to 2.0% of their weight of pigments, such as titanium dioxide and black iron oxide, 5 to 20% of their weight of plasticizers, such as esters of phthalic acid or adipic acid, low molecular weight polyisobutenes or polyalkylphenyl ether.
fillers such as chalk, talc, heavy spar, microdolomite, kaolin, quartz powder and / or colloidal silica
pigments such as titanium dioxide and black iron oxide
plasticizers such as esters of phthalic acid or adipic acid, low molecular weight polyisobutenes or polyalkylphenyl ether.
n-butyl acrylate 16.42 parts acrylonitrile, 9.82 parts methyl methacrylate, 13.13 parts acrylic acid and 13.13 parts diacetone acrylamide
the resilience in% was determined in accordance with DIN 52458 (with an elongation value of 100%), the tensile stresses in accordance with DIN 52455 T.1 (adhesive elongation test) and the Shore hardness A after 4 weeks of storage at 23 ° C. and 50% relative atmospheric humidity.

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Engineering & Computer Science (AREA)
Materials Engineering (AREA)
Sealing Material Composition (AREA)
Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Adhesives Or Adhesive Processes (AREA)
Compositions Of Macromolecular Compounds (AREA)

EP86114178A 1985-10-18 1986-10-14 Masse d'étanchéité à base de copolymérisats dispersés ayant une adhérence et un plus haut coefficient d'élasticité Withdrawn EP0219796A3 (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DE19853537099 DE3537099A1 (de)	1985-10-18	1985-10-18	Dichtungsmassen auf basis von copolymerisat-dispersionen mit verbesserter haftung und erhoehtem rueckstellvermoegen
DE3537099		1985-10-18

Publications (2)

Publication Number	Publication Date
EP0219796A2 true EP0219796A2 (fr)	1987-04-29
EP0219796A3 EP0219796A3 (fr)	1989-11-08

Family

ID=6283854

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
EP86114178A Withdrawn EP0219796A3 (fr)	1985-10-18	1986-10-14	Masse d'étanchéité à base de copolymérisats dispersés ayant une adhérence et un plus haut coefficient d'élasticité

Country Status (4)

Country	Link
EP (1)	EP0219796A3 (fr)
JP (1)	JPS6295374A (fr)
AU (1)	AU590014B2 (fr)
DE (1)	DE3537099A1 (fr)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4980411A (en) *	1988-01-15	1990-12-25	Basf Aktiengesellschaft	Binders for non-tacky, non-soiling, flexible coatings
EP0857772A1 (fr) *	1997-02-06	1998-08-12	Wacker-Chemie GmbH	Compositions de jointoiement à coefficient d'élasticité élevé
RU2207360C2 (ru) *	2000-07-26	2003-06-27	Тюлин Андрей Владимирович	Акриловый герметик
WO2011069950A1 (fr) *	2009-12-09	2011-06-16	Basf Se	Adhésif de contact pour films pvc

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP2588182B2 (ja) *	1986-10-20	1997-03-05	ザビーエフグッドリッチカンパニー	ゴム状アクリル重合体の製法
DE4117487A1 (de) *	1991-05-28	1992-12-03	Wacker Chemie Gmbh	Aminooxy-vernetzer enthaltende waessrige dispersionen von carbonylgruppen enthaltenden copolymerisaten
DE4200251A1 (de) *	1992-01-08	1993-07-15	Kabelmetal Electro Gmbh	Waermerueckstellbarer gegenstand

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE2607960A1 (de) *	1976-02-27	1977-09-01	Henkel & Cie Gmbh	Bei sauerstoffausschluss erhaertende klebstoffe und dichtungsmassen
IE43811B1 (en) *	1976-11-08	1981-06-03	Loctite Ltd	Curable acrylate ester compositions containing hydrazine acelerators and acid co-accelerators
US4210565A (en) *	1979-02-02	1980-07-01	Rohm And Haas Company	Ambient or low-temperature curable coatings
AU557449B2 (en) *	1981-10-21	1986-12-24	Loctite Corporation	Gasket forming process and composition
DE3319240A1 (de) *	1983-05-27	1984-11-29	Basf Ag, 6700 Ludwigshafen	Haftkleberdispersionen zur herstellung selbstklebender artikel z. b. mit polyolefinischen traegern
DE3332064C3 (de) *	1983-09-06	1997-07-03	Piestert Gerhard	Unter Sauerstoffausschluß härtende Dichtmasse für Flächen- und Gewindeabdichtung

1985
- 1985-10-18 DE DE19853537099 patent/DE3537099A1/de not_active Withdrawn
1986
- 1986-10-14 EP EP86114178A patent/EP0219796A3/fr not_active Withdrawn
- 1986-10-16 JP JP61244311A patent/JPS6295374A/ja active Pending
- 1986-10-17 AU AU64145/86A patent/AU590014B2/en not_active Expired - Fee Related

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4980411A (en) *	1988-01-15	1990-12-25	Basf Aktiengesellschaft	Binders for non-tacky, non-soiling, flexible coatings
EP0857772A1 (fr) *	1997-02-06	1998-08-12	Wacker-Chemie GmbH	Compositions de jointoiement à coefficient d'élasticité élevé
US6184274B1 (en)	1997-02-06	2001-02-06	Wacker - Chemie Gmbh	Jointing compounds with improved resilience
RU2207360C2 (ru) *	2000-07-26	2003-06-27	Тюлин Андрей Владимирович	Акриловый герметик
WO2011069950A1 (fr) *	2009-12-09	2011-06-16	Basf Se	Adhésif de contact pour films pvc
US9404023B2 (en)	2009-12-09	2016-08-02	Basf Se	Pressure-sensitive adhesive for PVC foils

Also Published As

Publication number	Publication date
AU6414586A (en)	1987-04-30
DE3537099A1 (de)	1987-04-23
JPS6295374A (ja)	1987-05-01
AU590014B2 (en)	1989-10-26
EP0219796A3 (fr)	1989-11-08

Legal Events

Date	Code	Title	Description
1987-03-14	PUAI	Public reference made under article 153(3) epc to a published international application that has entered the european phase	Free format text: ORIGINAL CODE: 0009012
1987-04-29	AK	Designated contracting states	Kind code of ref document: A2 Designated state(s): AT BE CH DE FR GB IT LI NL SE
1989-09-19	PUAL	Search report despatched	Free format text: ORIGINAL CODE: 0009013
1989-10-17	STAA	Information on the status of an ep patent application or granted ep patent	Free format text: STATUS: THE APPLICATION HAS BEEN WITHDRAWN
1989-11-08	AK	Designated contracting states	Kind code of ref document: A3 Designated state(s): AT BE CH DE FR GB IT LI NL SE
1989-12-06	18W	Application withdrawn	Withdrawal date: 19891011
2007-08-08	RIN1	Information on inventor provided before grant (corrected)	Inventor name: KROBB, JOACHIM Inventor name: HUMMERICH, RAINER, DR. Inventor name: KAST, HANS, DR.

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DE102007039312B4 (de)	2010-06-02	Vernetzbare Monomere und Polymere und deren Verwendung
DE1269337B (de)	1968-05-30	Stabile waessrige Dispersionen selbstvernetzender Mischpolymerisate
EP0644902A1 (fr)	1995-03-29	Dispersions ou solutions contenant des composes hydroxylamine utilises comme agents de reticulation.
EP0516074A1 (fr)	1992-12-02	Dispersions aqueuses de copolymères à groupes carbonyle, contenant des agents de réticulation aminoxy
EP0219796A2 (fr)	1987-04-29	Masse d'étanchéité à base de copolymérisats dispersés ayant une adhérence et un plus haut coefficient d'élasticité
EP0025979B1 (fr)	1983-05-25	Solution ou dispersion aqueuse d'un copolymère de styrène-anhydride maléique, procédé pour sa préparation et son utilisation
DE3883286T2 (de)	1993-12-02	Emulsionscopolymerisation.
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EP0221461B1 (fr)	1991-07-17	Adhésif pour revêtement de sol à base de dispersions polymères aqueuses
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EP1180530A2 (fr)	2002-02-20	Dispersions de polymère contenant du silane pour adhésifs de tuiles
US4997877A (en)	1991-03-05	Polyacrylate dispersions prepared with a water-soluble conjugated unsaturated monomer in the absence of a protective colloid
EP0022514A1 (fr)	1981-01-21	Dispersion aqueuse à base de dérivés de l'acide (méth-)acrylique, sa préparation et son utilisation
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EP0130336A2 (fr)	1985-01-09	Encres aqueuses pour flexo- et héliographie
EP0702057A2 (fr)	1996-03-20	Dispersions et poudres de polyvinylester hétérogènes